Friday, 23 October 2015

Optimization of xanthatin extraction from Xanthium spinosum L. and its cytotoxic, anti-angiogenesis and antiviral properties Dedicated to the Professor Rosa Maria Claramunt on the occasion of this 65 birthday

Volume 90, 27 January 2015, Pages 491-496

Laboratory of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Barcelona, Av. Diagonal 643, Barcelona, Spain
Department of Biochemistry and Molecular Biology, Faculty of Biology, University of Barcelona, Barcelona, Spain
Oryzon, Parc Cientific de Barcelona, Baldiri Reixac 12, Barcelona, Spain


The aqueous extraction of the sesquiterpene lactone xanthatin from Xanthium spinosum L. favours the conversion of xanthinin (1) to xanthatin (2) via the loss of acetic acid. The cytotoxic (Hep-G2 and L1210 human cell lines) and antiviral activities of isolated xanthatin are established. This natural compound shows significant cytotoxicity against the Hep-G2 cell line and our experimental results reveal its strong anti-angiogenesis capacity in vitro. The structure of xanthatin is determined by spectroscopic methods and for the first time confirmed by X-ray diffraction. © 2014 Elsevier Masson SAS. All rights reserved.

Author keywords

Anti-angiogenesis; Antitumor activity; Antiviral activity; Sesquiterpene lactones; Xanthatin; Xanthium spinosum L

Indexed keywords

EMTREE drug terms: 4 acetamido 5 amino 3 (1 ethylpropoxy) 1 cyclohexene 1 carboxylic acid; 5 (2 bromovinyl) 2' deoxyuridine; acetic acid; amantadine; angiogenesis inhibitor; antivirus agent; caffeic acid; ciclofovir; ganciclovir; paclitaxel; plant medicinal product; ribavirin; rimantadine; sesquiterpene lactone derivative; unclassified drug; xanthatin; xanthinin; angiogenesis inhibitor; antivirus agent; cytotoxic agent; plant extract; Xanthium spinosum extract
EMTREE medical terms: animal cell; antiangiogenic activity; antiproliferative activity; antiviral activity; aqueous solution; Article; carbon nuclear magnetic resonance; cell proliferation; controlled study; crystal structure; cytotoxicity; drug isolation; female; HeLa cell line; HepG2 cell line; human; human cell; human cell culture; IC50; in vitro study; infrared spectroscopy; L1210 cell line; mass spectrometry; medicinal plant; nonhuman; process optimization; proton nuclear magnetic resonance; virus strain; X ray crystallography; X ray diffraction; Xanthium; Xanthium spinosum; Coronavirus; Coxsackie virus B4; feline corona virus; feline herpes virus; Herpes simplex virus 1; Herpes simplex virus 2; Human respiratory syncytial virus; influenza A (H1N1); influenza A (H3N2); influenza B; Parainfluenza virus 3; Punta Toro virus; repvirus 1; Sindbis virus; Vaccinia virus; Varicella zoster virus; Vesiculovirus
Chemicals and CAS Registry Numbers: 4 acetamido 5 amino 3 (1 ethylpropoxy) 1 cyclohexene 1 carboxylic acid, 187227-45-8; 5 (2 bromovinyl) 2' deoxyuridine, 69304-47-8, 82768-44-3; acetic acid, 127-08-2, 127-09-3, 64-19-7, 71-50-1; amantadine, 665-66-7, 768-94-5; caffeic acid, 27323-69-9, 331-39-5; ganciclovir, 82410-32-0; paclitaxel, 33069-62-4; ribavirin, 36791-04-5; rimantadine, 13392-28-4, 1501-84-4
ISSN: 02235234 CODEN: EJMCASource Type: Journal Original language: English
DOI: 10.1016/j.ejmech.2014.11.060Document Type: Article
Publisher: Elsevier Masson SAS